The Douglas TBD Devastator
The planes on this list are all seriously flawed, but the issue for this one was deadly. The only way it could release a torpedo was while flying in a straight line at 115 mph. It was a sitting duck for enemy planes. The fleet suffered many losses in the Battle of Midway. They launched 41 units and lost all but 6.
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The LWS-6 Żubr
It is not wise to judge a book by the cover, but this was not only ugly but failed to make it to combat too. Produced right before WWII, it was mostly used for training. The LWS-6 Żubr had lots of problems that included an undercarriage that retracted upon landings. Four of these were captured by the Soviets during the invasion of Poland.